Luxury Cabin Winter Views & Deck besides Kennedy Park, Walk to Lenox.
Elegant, light-filled cabin blending modern comfort with rustic charm, nestled beside Kennedy Park.
Enjoy mesmerizing wintery views from the expansive deck. Relax within a cozy living room and a serene private garden.
Main suite upstairs with bath and charming sitting area; downstairs offers a queen room, twin ensuite, and TV lounge. Perfect for intergenerational families, with games, ping pong, and pet friendly.
Top-tier Berkshire Ski destinations just minutes away: Butternut, Bousquet, Kripalu for sports. Enjoy hiking and snow walking in countless trails nearby.
For culture, Tanglewood Music Center is just a 7-minute drive away, and the captivating The Mount, also within a 7-minute drive.
For a touch of retail therapy, the Lee Premium Outlets are just a 15-minute drive from your doorstep.
Whether you're seeking a relaxing retreat or an adventure-filled getaway, this vacation rental is a great gateway to explore the Berkshires, or to simply hang out!
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Pets allowed: dogs less than 23 kg per pet (limit one pet total)
Please reach out to us regarding your pet.
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Smoking
Smoking is not permitted
Important information
You need to know
Property Registration Number C0426591520
Property # 3989361vb
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Long-term renters welcome
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
Lenox
Lenox is home to this chalet. Kennedy Park and Wyndhurst Golf & Club are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Pleasant Valley Wilderness Sanctuary and Fairfield Brook WMA. The Bookstore and Berkshire Performing Arts Center are also worth visiting.
Is Luxury Cabin Winter Views & Deck besides Kennedy Park, Walk to Lenox. pet-friendly?
Yes, this property allows dogs (limit 1 total) with a maximum weight of up to 23 kg per pet.
How much does it cost to stay at Luxury Cabin Winter Views & Deck besides Kennedy Park, Walk to Lenox.?
As of 10 May 2026, prices found for a 1-night stay for 2 adults at Luxury Cabin Winter Views & Deck besides Kennedy Park, Walk to Lenox. on 1 June 2026 start from AU$573, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking at Luxury Cabin Winter Views & Deck besides Kennedy Park, Walk to Lenox.?
On-site parking is available at the property.
What time is check-in at Luxury Cabin Winter Views & Deck besides Kennedy Park, Walk to Lenox.?
Check-in begins at 3:00 PM.
What time is check-out at Luxury Cabin Winter Views & Deck besides Kennedy Park, Walk to Lenox.?
Checkout is at 11:30 AM.
Where is Luxury Cabin Winter Views & Deck besides Kennedy Park, Walk to Lenox. located?
Situated in Lenox, this chalet is within 2 miles (3 km) of Pleasant Valley Wilderness Sanctuary, The Bookstore and Lenox Library. Berkshire Performing Arts Center and Ventfort Hall Mansion and Gilded Age Museum are also within 2 miles (3 km).
Reviews
8.6
Excellent
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
We really enjoyed our stay at this adorable A frame home. The home was a quick drive to tanglewood and the views were beautiful. The owner was very communicative and prompt with answering any questions.
Our family had a wonderful time in Lenox and we loved staying here. The house was very comfortable and has stunning views. The house is very close to Tanglewood and the town center, but it also felt like we were staying in the woods. Our kids loved the nearby swimming and hiking. Anna and Simeon are great hosts. We would happily stay here again!
Meg P.
Stayed 4 nights in Jun 2024
Response from VrboOwner on 25 June 2024
Hi Meg,
Thank you so much for your review! We loved having you here too :)
Please take care and we’d love to have you back soon.
Best,
Anna and Simeon
No dressers or draws in any bedroom.
No night tables in upstairs bedroom.
No closets in upstairs bedroom.
Closets in bedrooms that had closets contained dusty storage items making them almost unusable.
Upstairs bedroom had glass doors which did not provide any privacy.
Upstairs bedroom had only half curtains on outside windows and with glass doors and windows in sitting room, morning sun was not blocked at all.
No hand towels.
Upstairs bathroom had no towel hooks or towel bars to hang towels.
No toilet paper holders in the bathrooms. Toilet paper was just sitting on top of toilet or vanity.
No extra rolls of paper towels.
Leaky kitchen faucet.
Broken upstairs bathroom shower head.
The dining table was in a heavily windowed area outside main living area. It had no air conditioning and felt like a sauna. We were forced to move it into the main area of the house which was air conditioned.
Listing indicated there were two ensuite bathrooms, however there was only one.
There were two keys but only 1 worked.
Lamp in bedroom with twin beds was unstable.
Mirror in ensuite bathroom was not hung on wall and needed to stoop to use it.
Beds in bedroom with twin beds seemed to be narrower than regular twin bed, more cot size.
Rita K.
Stayed 4 nights in Jul 2024
Response from VrboOwner on 18 July 2024
Hi Rita,
Thank you so much for your feedback, we are new to VrBO and very much appreciate it.
The Yes Yes house is a modern, bright and airy A-Frame with designer furniture and style and is not for everyone :)
I do wish, however, that we could have spoken or connected since I tried to reach out to check in on you a few times to make sure I could answer any questions. In response to your detailed review:
1. There is HVAC in the house - mini splits which cool the house very nicely. There is a printed handbook in the kitchen that explains how to use them. It is important to allow air flow for the full house to be cooled, specifically in the sun room.
2. The upstairs section of the property (the mezzanine), is considered to be one room. Curtains are not needed for the glass doors, since it is all one room and the bathroom serves the mezzanine only and is a private bathroom. We do have curtains for the exterior windows. All shown as per the pictures. Indeed, this is a house for people that love light.
3. Twin beds are standard size, require twin bedding and are not ‘cots’.
4. Thank you for the feedback regarding towel rods and hooks, this is easily resolved and will be fixed asap. Mirrors not hanging is a design element but thanks for pointing that out.
Thank you.
Verified
8/10 Good
William W.
18 Mar 2026
William W.
Stayed 2 nights in Feb 2026
About the host
Hosted by Anna R.
We are a family of three kids and two adults plus one French Bulldog, Mr. Butters. We enjoy nature and swimming in lakes as well as as bowling, eating ice creams and hanging out in Great Barrington.
Why they chose this property
We chose Lenox because it's a beautiful town in the heart of the Berkshires, and close to all things we like. Our neighborhood is perfect because it is far away enough that you feel in the woods, yet just a short drive or walk to town. We love going to the Old Heritage Tavern for nachos and hot dogs!
What makes this property unique
Our property is a beautiful A Frame with tons of light and we have furnished it with a contemporary style. It's comfy and fun.